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Technological University Dublin

Masters

Arene trans-dihydrodiols

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Investigation Of A Metal Complexing Route To Arene Trans-Dihydrodiols, Crystal O'Connor Jan 2010

Investigation Of A Metal Complexing Route To Arene Trans-Dihydrodiols, Crystal O'Connor

Masters

In this work, a route for the conversion of arene cis-dihydrodiols to their trans isomers was examined. Arene trans-dihydrodiols are potentially important chiral building blocks in synthetic chemistry and are more stable than their cis analogues. While the cis-arene dihydrodiols can be produced on a relatively large scale by fermentation, their trans isomers cannot. The principal aim of this work was to carry out studies in tandem to inform the development of the synthetic pathway to convert arene cis-dihydrodiols to their trans isomers by (a) the synthesis of organometallic intermediates and (b) investigation of their reactivity by means of kinetic …